新产品编号:1789751
Chemical Name: 4-[4-[N-[3-(5-Amidino-2-hydroxyphenyl)-2(E)-propenyl)carbamoyl]phenyl]pyridine-2-carboxamide
项目整合开发状态: Biological Testing
项目研究机构: Aventis Pharma (Originator)
合成路线:The intermediate pyridylbenzoic acid (III) was prepared by treatment of pyridine-N-oxide (I) with trimethylsilyl cyanide,followed by acid hydrolysis of the cyano and ester groups
合成路线:3-Bromo-4-hydroxybenzonitrile (IV) was protected as the methoxymethyl ether (V).Subsequent Heck reaction with N-allyl phthalimide (VI) produced adduct (VII).The phthaloyl group OF (VII) was then removed by hydrazinolysis to yield the primary amine (VIII),which was coupled with carboxylic acid (III) using TBTU to afford amide (IX).Pinner reaction of (IX) with concomitant methoxymethyl group deprotection gave imidate (X).Finally,ammonolysis of the imidate group of (X) furnished the title amidine.
📌 参考资料/链接:
参考文献标题:Amido-(propyl and allyl)-hydroxybenzamidines: Development of achiral inhibitors of factor Xa
文献作者:Gong,Y.; Pauls,H.W.; Spada,A.P.; Czekaj,M.; Liang,G.; Chu,V.; Colussi,D.J.; Brown,K.D.; Gao,J.
参考来源:Bioorg Med Chem Lett 2000,10(3),217